41051-03-0

Basic information

• Product Name: ethyl 5-cyano-2-pyridinecarboxylate
• Synonyms: ethyl 5-cyano-2-pyridinecarboxylate;ethyl 5-cyanopicolinate;5-Cyano-pyridine-2-carboxylic acid ethyl ester
• CAS NO: 41051-03-0
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.18
• Mol File: 41051-03-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 74-76°
• Boiling Point: 333°Cat760mmHg
• Flash Point: 155.2°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 0.000141mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: ethyl 5-cyano-2-pyridinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-cyano-2-pyridinecarboxylate(41051-03-0)
• EPA Substance Registry System: ethyl 5-cyano-2-pyridinecarboxylate(41051-03-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 41051-03-0(Hazardous Substances Data)

Usage

Description

Ethyl 5-cyano-2-pyridinecarboxylate is an organic compound that serves as a key intermediate in the synthesis of various pharmaceuticals and bioactive molecules. It is characterized by its cyano and ester functional groups, which contribute to its reactivity and potential applications in the chemical and pharmaceutical industries.

Uses

Used in Pharmaceutical Industry:
Ethyl 5-cyano-2-pyridinecarboxylate is used as a synthetic intermediate for the preparation of substituted pyrrolidine-2-carboxamides. These compounds act as antagonists of the interaction between the p53 and MDM2 proteins, which play a crucial role in regulating the cell cycle and apoptosis. By disrupting this interaction, these antagonists can potentially serve as anticancer agents, offering a new avenue for cancer treatment and therapy.

InChI:InChI=1/C9H8N2O2/c1-2-13-9(12)8-4-3-7(5-10)6-11-8/h3-4,6H,2H2,1H3

Upstream product

• 617-35-6 2-oxo-propionic acid ethyl ester 
• 100-54-9 pyridine-3-carbonitrile 
• 67515-95-1 5-chlorocarbonyl-pyridine-2-carboxylic acid ethyl ester 
• 100-26-5 Pyridine-2,5-dicarboxylic acid 
• 17874-78-1 6-ethoxycarbonylpyridine-3-carboxylic acid 

Downstream Products

• 65346-04-5 5-cyano-2-pyridinecarboxamide 
• 302341-61-3 tert-bulyl N-[(6-cyanopyridin-3-yl)methyl]carbamate 
• 182159-75-7 ((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester 
• 182291-42-5 ((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethylamino)-acetic acid tert-butyl ester 
• 182159-74-6 ((R)-2-{(S)-2-[(6-Carbamoyl-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester 
• 182291-43-6 tert-butyl {(tert-butoxycarbonyl)[(1R)-2-[(2S)-2-({[(6-cyano-3-pyridinyl)methyl]amino}carbonyl)-2,5-dihydro-1H-pyrrol-1-yl]-1-(cyclohexylmethyl)-2-oxoethyl]amino}acetate 
• 182291-44-7 [tert-butoxycarbonyl-(1-cyclohexylmethyl-2-oxo-2-{2-[(6-thiocarbamoyl-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-ethyl)-amino]-acetic acid tert-butyl ester 
• 788801-45-6 [tert-butoxycarbonyl-(1-cyclohexylmethyl-2-{2-[(6-methylsulfanylcarbonimidoyl-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-2-oxo-ethyl)-amino]-acetic acid tert-butyl ester 

Relevant articles and documents

Technical scale synthesis of a new and highly potent thrombin inhibitor

In this account, we describe the development of an efficient and convergent process for the peptidomimetic thrombin inhibitor 1 on production plant scale. Starting from nicotinonitrile (13), (2S,4R)-1-(tert-butoxycarbonyl)-4-hydroxy-2- pyrrolidinecarboxylic acid (5) and (2R)-2-amino-3-cyclohexylpropanoic acid (29) compound 1 was obtained in 16 chemical steps. New methods had been developed for the preparation of the key intermediate dehydroproline 22 and the transformation of nitriles into amidines. The thrombin inhibitor 1 was isolated by special techniques (nanofiltration and spray drying). Almost all salts of 1 are amorphous, however, a crystalline complex was obtained with 1,2-benzisothiazol-3(2H)-one 1,1-dioxide (Saccharin).

Entscheidende Steigerung der Regioselektivitaet bei radikalischen Substitutionen: Minisci-Reaktion im Zweiphasensystem

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